Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL5207529

Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
COc1cc(OC)c(C2NCCc3c2[nH]c2ccc(Cl)cc32)cc1OC.Cl
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL5207529
Phase Preclinical
Structure Type MOL
InChI Key FHMZWORIRREHNY-UHFFFAOYSA-N
Parent Compound CHEMBL5222754
Active Moiety CHEMBL5222754
13
Targets
19
Activities
2
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

372.9
MW (Da)
4.08
ALogP
4
HBA
2
HBD
55.5
PSA (Ų)
0.72
QED
0
Ro5 Violations
4
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C20H22Cl2N2O3
MW 409.31
Aromatic Rings 3
Heavy Atoms 26
NP-Likeness 0.12

Activity Summary

Ki 13 meas. best 8.6
EC50 6 meas. best 9.33

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 2C
CHEMBL225
 EC50 9.33 9.315 0.5 2
5-hydroxytryptamine receptor 2B
CHEMBL1833
 EC50 9.24 9.24 0.6 2
5-hydroxytryptamine receptor 2A
CHEMBL224
 EC50 8.77 8.77 1.7 2
5-hydroxytryptamine receptor 7
CHEMBL3155
 Ki 8.6 8.6 2.5 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 8.53 8.53 2.9 1
5-hydroxytryptamine receptor 1A
CHEMBL214
 Ki 7.65 7.65 22.4 1
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 7.6 7.6 25.2 1
5-hydroxytryptamine receptor 6
CHEMBL3371
 Ki 7.54 7.54 29.0 1
5-hydroxytryptamine receptor 1D
CHEMBL1983
 Ki 7.41 7.41 38.8 1
5-hydroxytryptamine receptor 1B
CHEMBL1898
 Ki 7.28 7.28 52.1 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
 Ki 7.16 7.16 69.5 1
5-hydroxytryptamine receptor 2A
CHEMBL224
 Ki 6.95 6.95 113.0 1
5-hydroxytryptamine receptor 1E
CHEMBL2182
 Ki 6.18 6.18 666.0 1
Beta-1 adrenergic receptor
CHEMBL213
 Ki 5.83 5.83 1475.0 1
Sigma non-opioid intracellular receptor 1
CHEMBL287
 Ki 5.83 5.83 1493.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
 Ki 5.55 5.55 2785.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 2C EC50 = 0.4677 nM 9.33 Agonist activity at human 5HT2C receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2C EC50 = 0.5 nM 9.3 Agonist activity at human 5HT2C receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2B EC50 = 0.58 nM 9.24 Agonist activity at human 5HT2B receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2B EC50 = 0.5754 nM 9.24 Agonist activity at human 5HT2B receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2A EC50 = 1.7 nM 8.77 Agonist activity at human 5HT2A receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 2A EC50 = 1.698 nM 8.77 Agonist activity at human 5HT2A receptor stably expressed in Flp-In-T-REx-293 ce... 35450369
5-hydroxytryptamine receptor 7 Ki = 2.5 nM 8.6 Binding affinity to 5HT7 receptor (unknown origin) assessed as inhibition consta... 35450369
5-hydroxytryptamine receptor 2B Ki = 2.93 nM 8.53 Binding affinity to 5HT2B receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 1A Ki = 22.4 nM 7.65 Binding affinity to 5HT1A receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 2C Ki = 25.2 nM 7.6 Binding affinity to 5HT2C receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 6 Ki = 29.0 nM 7.54 Binding affinity to 5HT6 receptor (unknown origin) assessed as inhibition consta... 35450369
5-hydroxytryptamine receptor 1D Ki = 38.8 nM 7.41 Binding affinity to 5HT1D receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 1B Ki = 52.1 nM 7.28 Binding affinity to 5HT1B receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 5A Ki = 69.5 nM 7.16 Binding affinity to 5HT5A receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 2A Ki = 113.0 nM 6.95 Binding affinity to 5HT2A receptor (unknown origin) assessed as inhibition const... 35450369
5-hydroxytryptamine receptor 1E Ki = 666.0 nM 6.18 Binding affinity to 5HT1E receptor (unknown origin) assessed as inhibition const... 35450369
Beta-1 adrenergic receptor Ki = 1475.0 nM 5.83 Binding affinity to beta1 receptor (unknown origin) assessed as inhibition const... 35450369
Sigma non-opioid intracellular receptor 1 Ki = 1493.0 nM 5.83 Binding affinity to sigma 1 receptor (unknown origin) assessed as inhibition con... 35450369
5-hydroxytryptamine receptor 3A Ki = 2785.0 nM 5.55 Binding affinity to 5HT3 receptor (unknown origin) assessed as inhibition consta... 35450369

Literature References

PubMed DOI Target Context # Activities
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 2C 4
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 2A 4
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 2B 4
35450369 10.1021/acsmedchemlett.1c00694 GABA-A receptor; anion channel 1
35450369 10.1021/acsmedchemlett.1c00694 Alpha-1A adrenergic receptor 1
35450369 10.1021/acsmedchemlett.1c00694 Sigma intracellular receptor 2 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 1A 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 1B 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 1D 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 1E 1
35450369 10.1021/acsmedchemlett.1c00694 Sigma non-opioid intracellular receptor 1 1
35450369 10.1021/acsmedchemlett.1c00694 Sodium-dependent serotonin transporter 1
35450369 10.1021/acsmedchemlett.1c00694 D(4) dopamine receptor 1
35450369 10.1021/acsmedchemlett.1c00694 D(3) dopamine receptor 1
35450369 10.1021/acsmedchemlett.1c00694 Beta-1 adrenergic receptor 1
35450369 10.1021/acsmedchemlett.1c00694 Alpha-2C adrenergic receptor 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 7 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 6 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 5A 1
35450369 10.1021/acsmedchemlett.1c00694 5-hydroxytryptamine receptor 3A 1

Data from ChEMBL 36 via Core Engine